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Search results; Over 1,000 homes in Oak Bluffs

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Apartment in Oak Bluffs
Breezy Oak Bluffs Condo - Steps to Inkwell Beach!
2 bedrooms, 3 beds, 2 bathrooms
11–16 Oct
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4.88 out of 5 average rating, 24 reviews
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Guest favourite
Home in Oak Bluffs
Oak Bluffs Victorian Walk to Town & Beaches
5 bedrooms, 7 beds
29 Sept – 4 Oct
4.82 out of 5 average rating, 72 reviews
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Guest favourite
Home in Oak Bluffs
New Home Walk to Town & Beaches
4 bedrooms, 4 queen beds
1–6 Nov
5.0 out of 5 average rating, 11 reviews
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Guest favourite
Guest suite in Oak Bluffs
Lovely 2 BR Oak Bluffs Apartment
2 bedrooms, 2 double beds
18–23 Oct
4.95 out of 5 average rating, 442 reviews
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Guest favourite
Home in Oak Bluffs
**Vineyard Vacation Retreat** -3 BR
3 bedrooms, 3 beds
27 Sept – 2 Oct
4.96 out of 5 average rating, 139 reviews
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Top guest favourite
Home in Oak Bluffs
The Blue Lagoon, Oak Bluffs
3 bedrooms, 3 king beds
27 Sept – 2 Oct
4.98 out of 5 average rating, 57 reviews
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Guest favourite
Home in Oak Bluffs
New Pristine Luxury Home on Martha's Vineyard
3 bedrooms, 6 beds
29 Sept – 4 Oct
4.98 out of 5 average rating, 92 reviews
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Top guest favourite
Home in Oak Bluffs
Charming Oak Bluffs Retreat
6 bedrooms, 11 beds
27 Sept – 2 Oct
4.97 out of 5 average rating, 35 reviews
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Top guest favourite
Home in Oak Bluffs
Casa Luca| Serene 3BR| SunRm, Outdr Shwr, A/C, BBQ
3 bedrooms, 5 beds
4–9 Oct
4.95 out of 5 average rating, 21 reviews
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Guest favourite
Home in Oak Bluffs
113A Walk to Town, beach and amazing location!
2 bedrooms, 2 beds
3–8 Oct
4.94 out of 5 average rating, 225 reviews
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Top guest favourite
Home in Oak Bluffs
Updated cottage/ ocean views
3 bedrooms, 4 beds
27 Sept – 2 Oct
5.0 out of 5 average rating, 28 reviews
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Top guest favourite
Flat in Oak Bluffs
14D Kennebec THE center of OB! No car, No problem!
1 bedroom, 2 beds
28 Sept – 3 Oct
4.96 out of 5 average rating, 45 reviews
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Guest favourite
Home in Oak Bluffs
Modern farmhouse w/Pool and AC
4 bedrooms, 6 beds
17–24 Oct
5.0 out of 5 average rating, 18 reviews
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Superhost
Apartment in Oak Bluffs
Serenity on Martha's Vineyard
2 bedrooms, 3 beds
5–10 Oct
4.81 out of 5 average rating, 58 reviews
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Top guest favourite
Room in Oak Bluffs
Ocean Park Victorian
1 double bed
1–6 Jan
4.99 out of 5 average rating, 234 reviews
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Guest favourite
Cottage in Oak Bluffs
111H Beautiful clean walk to Town, Inkwell, harbor
1 bedroom, 2 beds
29 Sept – 4 Oct
4.95 out of 5 average rating, 206 reviews
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Top guest favourite
Cabin in Oak Bluffs
Newly built rustic cabin in Oak Bluffs
1 bedroom, 1 bed
17–22 Oct
4.92 out of 5 average rating, 26 reviews
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Top guest favourite
Cottage in Oak Bluffs
The WestLake
4 bedrooms, 5 beds
24–29 Oct
5.0 out of 5 average rating, 14 reviews
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Guest favourite
Home in Oak Bluffs
impeccable cottage STEPS to downtown OB & beach!
3 bedrooms, 6 beds
19–24 Oct
4.92 out of 5 average rating, 212 reviews